2-(3,4-Dichlorophenyl)indolizine

Base Information

• Chemical Name: 2-(3,4-Dichlorophenyl)indolizine
• CAS No.: 80489-00-5
• Molecular Formula: C14H9Cl2N
• Molecular Weight: 262.138
• DSSTox Substance ID: DTXSID60414927
• Wikidata: Q82224019
• Mol file: 80489-00-5.mol

Synonyms:2-(3,4-dichlorophenyl)indolizine;80489-00-5;Indolizine, 2-(3,4-dichlorophenyl)-;DTXSID60414927;AKOS016032453

Chemical Property of 2-(3,4-Dichlorophenyl)indolizine

Chemical Property:

• XLogP3: 5.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 261.0112047
• Heavy Atom Count: 17
• Complexity: 271

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=CC(=CN2C=C1)C3=CC(=C(C=C3)Cl)Cl

Technology Process of 2-(3,4-Dichlorophenyl)indolizine

There total 3 articles about 2-(3,4-Dichlorophenyl)indolizine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 70.0%

α-picoline (109-06-8) + 2-bromo-1-(3,4-dichlorophenyl)ethanone (2632-10-2) → 2-(3,4-dichlorophenyl)indolizine (80489-00-5)

Guidance literature:

α-picoline; 2-bromo-1-(3,4-dichlorophenyl)ethanone; In acetone; at 60 ℃; for 5h;

With potassium carbonate; In water; acetone; at 60 ℃; for 5h;

DOI:10.1021/acs.joc.1c00873

Reference yield: 65.0%

1-[2-(3,4-dichloro-phenyl)-2-oxo-ethyl]-2-methyl-pyridinium; bromide + N,N-dimethylformamide di-tert-butyl acetal (36805-97-7) → (3,4-dichlorophenyl)(indolizin-3-yl)methanone + 2-(3,4-dichlorophenyl)indolizine (80489-00-5)

Guidance literature:

In N,N-dimethyl-formamide; at 130 ℃; for 0.166667h;

DOI:10.1016/j.tetlet.2006.10.052

Reference yield:

3',4'-dichloroacetophenone (2642-63-9) → 2-(3,4-dichlorophenyl)indolizine (80489-00-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: toluene-4-sulfonic acid / ethyl acetate / 0.17 h / Inert atmosphere

1.2: 24 h / 25 °C / Inert atmosphere

2.1: acetone / 5 h / 60 °C

2.2: 5 h / 60 °C

With toluene-4-sulfonic acid; In ethyl acetate; acetone;

DOI:10.1021/acs.joc.1c00873

upstream raw materials:

α-picoline

2-bromo-1-(3,4-dichlorophenyl)ethanone

N,N-dimethylformamide di-tert-butyl acetal

3',4'-dichloroacetophenone

Downstream raw materials:

(3-Bromo-4-hydroxy-phenyl)-[2-(3,4-dichloro-phenyl)-indolizin-3-yl]-methanone

Toluene-4-sulfonic acid 2-bromo-4-[2-(3,4-dichloro-phenyl)-indolizine-3-carbonyl]-phenyl ester